Chris Olsen

Co-Founder and Partner at Drive Capital

📍 Columbus, Ohio, United States🔄 Updated September 2026💼 15 investments📅 13 years investing🗓 Last invested Nov 2019
VC🌍 United States
15
Total investments
6
Early stage
7
Mid stage
2
Late stage
13y
Years active

Portfolio

15 investments · sorted by recency
All investments
Early stage
Mid stage
Late stage
Board Member
Nov 2019
KOHO is one seamless platform for your money and life. Founded in 2014, we are a forward-thinking fintech company dedicated to financially empowering a generation of Canadians. With a Mastercard and innovative tools, we provide our users with the ability to earn, spend, borrow, build credit, and budget—all in one convenient app. Driven by a genuine desire to help people make financial progress, KOHO has touched the lives of over 1.7 million users. Our mission is to make finance accessible, engaging, and user-friendly, ensuring that everyone has the resources they need to take control of their financial future. We’re proud to offer a product that our users love, and we remain committed to innovating and evolving to meet their needs. Join us on this journey as we reshape personal finance in Canada.
Board Member
Aug 2019
Greenlight is a debit card and money app for families. Our mission is to shine a light on the world of money for families and empower parents to raise financially-smart kids. Millions of parents and kids use Greenlight to earn, save, spend wisely, give, and invest. Parents can set flexible spend controls, manage chores, automate allowances, and invest for their kids’ futures. The Greenlight team calls Atlanta home, but we have team members across the country. We’re pet enthusiasts, PTA presidents, fantasy football champs, kickball-mates, and volunteer dance teachers. We’re backed by Drive Capital, JP Morgan Chase, Wells Fargo, TTV Capital, Relay Ventures, NEA, Amazon, Ally Financial, SunTrust Bank, and Synchrony Financial. We were picked for CB Insights’ Fintech 250. Inspired? Apply to join our team: https://greenlight.com/careers/
Board Member
Jul 2017
Fifth Season (founded as RoBotany in 2016) is a consumer tech company and indoor farming pioneer with Carnegie Mellon University roots that is creating a new era of fresh foods. Its commercial-scale indoor vertical farms use proprietary robotics, AI, and smart operations technology to grow leafy greens and herbs at affordable prices year-round. All Fifth Season food is grown without pesticides and is delivered to local grocery retailers, restaurants, and consumers at maximum freshness. Fifth Season’s first full-scale farm is located in Braddock, a historic steel town near Pittsburgh. The company is evaluating sites for similar farms in cities across the U.S.
Board Observer
Jul 2017
Duolingo is the most downloaded education app in the history of the App Store. Our mission is to develop the best education in the world and make it universally available. Learning a new language is hard, but staying motivated is often the hardest part. That’s why we use fun, bite-sized, game-like lessons designed to keep you engaged and to drive real learning outcomes. Our approach is grounded in efficacy: we continuously test and improve our methods to ensure learners make meaningful progress. We also believe in democratizing education by offering an effective, high-quality free product. Developing a great free product is essential to our mission, ensuring that anyone with a smartphone can access learning that works. When it comes to utilizing AI tools, we have a golden rule: we use it when it clearly improves outcomes for learners. We don’t use it as a shortcut or a replacement for people, but as a tool to enhance learning experiences and efficacy. Duolingo has been named to: Fast Company’s Most Innovative Education Company (2026, 2022), Apple Design Award (2023), TIME100 Most Influential Companies (2023), Fast Company Best Workplaces for Innovators (2022), among others.
Board Member
Aug 2016
Triggr Health is changing the way care is delivered to dramatically reduce recidivism rates for those in early substance abuse recovery. Our platform utilizes phone sensors and phone data to predict the state of somebody’s recovery in real-time, enabling the right care to be delivered proactively when it is needed most. We combine machine learning with evidence-based care to continuously understand the health of an individual and reach them with the optimal intervention. This 24/7 real-time support ensures that people get the help they need the moment they need it. We are a world-class team of engineers, designers, doctors, and researchers from institutions such as Stanford, UCSF School of Medicine, Northwestern, Google, and Rackspace. We are currently working with many of the top treatment providers, large health systems, and leading academic research programs. We have come together because we believe that our friends, our family, and every person struggling with a behavioral health condition deserves the best possible care. We are building a world where everyone reaches long-term recovery.
early stageInternet
Board Member
Aug 2016
Civis Analytics helps organizations use data to gain a competitive advantage in how they identify, attract, and engage their audiences. With a powerful combination of best-in-class data, cutting-edge software solutions, and an interdisciplinary team of data scientists, developers, and survey science experts, Civis works with leading public and private sector organizations to make data-driven decision-making essential to how they do business. We're hiring! Check out our open postings at https://www.civisanalytics.com/careers/
Board Member
Aug 2016
At Beam Benefits we are simplifying and modernizing employee benefits through our intuitive digital platform, self-service tools, and AI-powered underwriting. This winning combination allows us to deliver a simple, smart, and wellness-focused experience for brokers, employers, and members. Our offerings include dental, vision, life, disability, and supplemental health. Learn more about how we are revolutionizing the employee benefits experience at beambenefits.com
mid stageInsurance
Board Member
Jun 2015
Leadpages® empowers small businesses and DIY marketers to turn more clicks into customers through easy-to-use conversion tools: landing pages, websites, pop-ups, and alert bars. Happy customers tout our outstanding customer support, streamlined builders, and unparalleled reliability as their favorite ingredients. Founded in Minneapolis, Minnesota in 2012, Leadpages is now part of the Redbrick Technologies portfolio of disruptive software companies, with headquarters in the North Loop and team members around the Twin Cities, Victoria, Canada, and remote around North America. See our current #jobopenings at Leadpages.com/careers. More about the Leadpages platform Our software, support, and training enables entrepreneurs and marketers to quickly publish websites and landing pages without relying on web developers or freelancers to get the job done. Our pop-ups and alert bars turn any page into a conversion opportunity, even while using WordPress, Shopify, SquareSpace or other platforms. Advertisers love using Leadpages to boost results with mobile-responsive pages that load fast, look great, and convert at higher rates. SEO-focused marketers also appreciate our page load speed, SEO options, and speed to publish. The bottom line: you’ll market your business more confidently with Leadpages. Start building today with a free trial: https://www.leadpages.com/free-trial Types of business we serve the best: ** Business coaches and consultants ** Fitness, health, and wellness practitioners ** Real estate agents (independent or franchised) ** Service professionals (photographers, freelancers, financial planners, accountants, personal chefs) ** Contractors (roofing, home improvement, plumbing) ** App developers ** Independent restaurants ** Speakers, authors, and thought leaders
Board Member
Mar 2015
Root Inc. is disrupting the archaic, trillion-dollar insurance industry. We’re driving the FinTech revolution by creating powerful insurance products and technology platforms that rewrite the rules for today’s world, promoting fairness, simplicity, and personalization. And we’re just getting started.
early stageInsurance
Board Member
May 2014
Yelp Waitlist is a waitlist management solution for restaurants with the complete front of house system. Quote accurate wait times, notify guests via text, and give them the best waiting experience possible. Yelp Waitlist drives more diners to your restaurant by giving them the power to view live wait times and join your waitlist from the Yelp app. Learn more at yelp.nowait.com. See how Yelp Waitlist works: https://youtu.be/qysw15gY-B0
mid stageInternet
Board Member
Apr 2014
Comply365 is a leading provider of enterprise SaaS and mobile solutions for content management and document distribution in highly regulated industries, including aviation and rail. Comply365 supports the world’s most mobile and remote workforces with targeted and personalized delivery of job-critical data that enables safe, efficient, and compliant operations. Every day, hundreds of thousands of pilots, flight attendants, maintenance technicians, rail conductors and engineers rely on Comply365 for digital delivery of operational (OEM and company) manuals. In January 2024, Comply365 and Vistair announced their merger and strategic growth investment from Insight Partners and Liberty Hall Capital Partners. The combination of Comply365 and Vistair creates a leading global provider of compliance, safety and data intelligence technologies serving the aviation, defense and rail industries with over 120 customers located in more than 30 countries on 6 continents. For more information, please visit www.comply365.com
Board Member
Jan 2014
Kapow is the worlds leading corporate events platform, offering unique experiences that are easy to book, drive bottom-line results and dont break the bank. Simply put, we help businesses grow by giving them an unfair amount of face time with their customers, partners and teams. Combining the ease of a digital marketplace with the service and expertise of a local event planner, Kapow connects people with thousands of curated events in just seconds.
Board Member
Nov 2013
Market Track, LLC, the leading provider of advertising, promotions, pricing and eCommerce intelligence solutions, has acquired Channel IQ LLC (Channel IQ), a leading provider of pricing intelligence, Minimum Advertised Price (MAP) monitoring, and Where-to-Buy (WTB) eCommerce solutions. https://markettrack.com/ciq-is-now-part-of-market-track
Board Member
Apr 2013
This page is no longer active.
Board Member
Apr 2013
This page is no longer active.
Experience · 19 entries
All (19)
Investments (15)
Founder (1)
Board (15)
2019
Board Member
Nov 2019
KOHO is one seamless platform for your money and life. Founded in 2014, we are a forward-thinking fintech company dedicated to financially empowering a generation of Canadians. With a Mastercard and innovative tools, we provide our users with the ability to earn, spend, borrow, build credit, and budget—all in one convenient app. Driven by a genuine desire to help people make financial progress, KOHO has touched the lives of over 1.7 million users. Our mission is to make finance accessible, engaging, and user-friendly, ensuring that everyone has the resources they need to take control of their financial future. We’re proud to offer a product that our users love, and we remain committed to innovating and evolving to meet their needs. Join us on this journey as we reshape personal finance in Canada.
Board Member
Aug 2019
Greenlight is a debit card and money app for families. Our mission is to shine a light on the world of money for families and empower parents to raise financially-smart kids. Millions of parents and kids use Greenlight to earn, save, spend wisely, give, and invest. Parents can set flexible spend controls, manage chores, automate allowances, and invest for their kids’ futures. The Greenlight team calls Atlanta home, but we have team members across the country. We’re pet enthusiasts, PTA presidents, fantasy football champs, kickball-mates, and volunteer dance teachers. We’re backed by Drive Capital, JP Morgan Chase, Wells Fargo, TTV Capital, Relay Ventures, NEA, Amazon, Ally Financial, SunTrust Bank, and Synchrony Financial. We were picked for CB Insights’ Fintech 250. Inspired? Apply to join our team: https://greenlight.com/careers/
2017
Board Member
Jul 2017
Fifth Season (founded as RoBotany in 2016) is a consumer tech company and indoor farming pioneer with Carnegie Mellon University roots that is creating a new era of fresh foods. Its commercial-scale indoor vertical farms use proprietary robotics, AI, and smart operations technology to grow leafy greens and herbs at affordable prices year-round. All Fifth Season food is grown without pesticides and is delivered to local grocery retailers, restaurants, and consumers at maximum freshness. Fifth Season’s first full-scale farm is located in Braddock, a historic steel town near Pittsburgh. The company is evaluating sites for similar farms in cities across the U.S.
Board Observer
Jul 2017
Duolingo is the most downloaded education app in the history of the App Store. Our mission is to develop the best education in the world and make it universally available. Learning a new language is hard, but staying motivated is often the hardest part. That’s why we use fun, bite-sized, game-like lessons designed to keep you engaged and to drive real learning outcomes. Our approach is grounded in efficacy: we continuously test and improve our methods to ensure learners make meaningful progress. We also believe in democratizing education by offering an effective, high-quality free product. Developing a great free product is essential to our mission, ensuring that anyone with a smartphone can access learning that works. When it comes to utilizing AI tools, we have a golden rule: we use it when it clearly improves outcomes for learners. We don’t use it as a shortcut or a replacement for people, but as a tool to enhance learning experiences and efficacy. Duolingo has been named to: Fast Company’s Most Innovative Education Company (2026, 2022), Apple Design Award (2023), TIME100 Most Influential Companies (2023), Fast Company Best Workplaces for Innovators (2022), among others.
2016
Board Member
Aug 2016
Triggr Health is changing the way care is delivered to dramatically reduce recidivism rates for those in early substance abuse recovery. Our platform utilizes phone sensors and phone data to predict the state of somebody’s recovery in real-time, enabling the right care to be delivered proactively when it is needed most. We combine machine learning with evidence-based care to continuously understand the health of an individual and reach them with the optimal intervention. This 24/7 real-time support ensures that people get the help they need the moment they need it. We are a world-class team of engineers, designers, doctors, and researchers from institutions such as Stanford, UCSF School of Medicine, Northwestern, Google, and Rackspace. We are currently working with many of the top treatment providers, large health systems, and leading academic research programs. We have come together because we believe that our friends, our family, and every person struggling with a behavioral health condition deserves the best possible care. We are building a world where everyone reaches long-term recovery.
early stageInternet
Show all 19 entries ↓
Investment activity
2013–2019 · 15 investments
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